Threadless
Sell
Your Art

Headwear 2022challengewinners

Show: Products/Designs
Sort by: Relevance/Trending/Popular/New

Browse our 2022challengewinners collection — designs from independent artists across the Threadless community. Every piece is artist-led, sold direct, and produced on demand.

  1. Tokyo Zoo
    Tokyo Zoo by DinoMike
    $27.45Comparison prices are references to regular retail prices of the same or similar items in Artist Shops or at third party retail locations. Savings may vary over time. $20.95
  2. The Auryn (Color Version)
    The Auryn (Color Version) by HabbyArt
    $27.45Comparison prices are references to regular retail prices of the same or similar items in Artist Shops or at third party retail locations. Savings may vary over time. $20.95
  3. MY BODY IS IN DECLINE
    MY BODY IS IN DECLINE by nathanwpyle1982
    $27.45Comparison prices are references to regular retail prices of the same or similar items in Artist Shops or at third party retail locations. Savings may vary over time. $20.95
  4. Still Caring
    Still Caring by HabbyArt
    $27.45Comparison prices are references to regular retail prices of the same or similar items in Artist Shops or at third party retail locations. Savings may vary over time. $20.95
  5. Ghost Of Disapproval
    Ghost Of Disapproval by obinsun
    $38.45Comparison prices are references to regular retail prices of the same or similar items in Artist Shops or at third party retail locations. Savings may vary over time. $30.95
  6. Mister Mittens' Big Adventure
    Mister Mittens' Big Adventure by speedyjvw
    $27.45Comparison prices are references to regular retail prices of the same or similar items in Artist Shops or at third party retail locations. Savings may vary over time. $20.95
  7. Felix the cat vintage
    Felix the cat vintage by rocketmantees
    $27.45Comparison prices are references to regular retail prices of the same or similar items in Artist Shops or at third party retail locations. Savings may vary over time. $20.95
  8. Lost in Glitch
    Lost in Glitch by digitalcarbine
    $27.45Comparison prices are references to regular retail prices of the same or similar items in Artist Shops or at third party retail locations. Savings may vary over time. $20.95
  9. I Love Being Around You
    I Love Being Around You by nathanwpyle1982
    $27.45Comparison prices are references to regular retail prices of the same or similar items in Artist Shops or at third party retail locations. Savings may vary over time. $20.95
  10. STRANGE PLANET SPECIAL PRODUCT: DIFFICULT DAY YET I MAINTAIN COMPOSURE
    STRANGE PLANET SPECIAL PRODUCT: DIFFICULT DAY YET I MAINTAIN COMPOSURE by nathanwpyle1982
    $27.45Comparison prices are references to regular retail prices of the same or similar items in Artist Shops or at third party retail locations. Savings may vary over time. $20.95
  11. Flock of Birds
    Flock of Birds by radiomode
    $27.45Comparison prices are references to regular retail prices of the same or similar items in Artist Shops or at third party retail locations. Savings may vary over time. $20.95
  12. STRANGE PLANET SPECIAL PRODUCT: I AM A BEACON OF JOY
    STRANGE PLANET SPECIAL PRODUCT: I AM A BEACON OF JOY by nathanwpyle1982
    $27.45Comparison prices are references to regular retail prices of the same or similar items in Artist Shops or at third party retail locations. Savings may vary over time. $20.95
  13. Retro Hoth
    Retro Hoth by rocketmantees
    $27.45Comparison prices are references to regular retail prices of the same or similar items in Artist Shops or at third party retail locations. Savings may vary over time. $20.95
  14. Cat Tree
    Cat Tree by tobefonseca
    $27.45Comparison prices are references to regular retail prices of the same or similar items in Artist Shops or at third party retail locations. Savings may vary over time. $20.95
  15. Recipes For Children
    Recipes For Children by stevenrhodes
    $27.45Comparison prices are references to regular retail prices of the same or similar items in Artist Shops or at third party retail locations. Savings may vary over time. $20.95
  16. Y'all Need to Read More Books
    Y'all Need to Read More Books by wasabisnake
    $27.45Comparison prices are references to regular retail prices of the same or similar items in Artist Shops or at third party retail locations. Savings may vary over time. $20.95
  17. Prehistoric Monster Japan Mount Fuji
    Prehistoric Monster Japan Mount Fuji by rocketmantees
    $27.45Comparison prices are references to regular retail prices of the same or similar items in Artist Shops or at third party retail locations. Savings may vary over time. $20.95
  18. Barad-Purr
    Barad-Purr by jpmcdade92
    $27.45Comparison prices are references to regular retail prices of the same or similar items in Artist Shops or at third party retail locations. Savings may vary over time. $20.95
  19. EXISTENCE IS TERRIFYING ICON
    EXISTENCE IS TERRIFYING ICON by nathanwpyle1982
    $27.45Comparison prices are references to regular retail prices of the same or similar items in Artist Shops or at third party retail locations. Savings may vary over time. $20.95
  20. Ah The Element of Surprise Project Hail Mary
    Ah The Element of Surprise Project Hail Mary by rocketmantees
    $27.45Comparison prices are references to regular retail prices of the same or similar items in Artist Shops or at third party retail locations. Savings may vary over time. $20.95
  21. We've Got Some Work To Do Now
    We've Got Some Work To Do Now by alternate persona
    $27.45Comparison prices are references to regular retail prices of the same or similar items in Artist Shops or at third party retail locations. Savings may vary over time. $20.95
  22. Riot
    Riot by TeoZ
    $27.45Comparison prices are references to regular retail prices of the same or similar items in Artist Shops or at third party retail locations. Savings may vary over time. $20.95
  23. Worship Coffee
    Worship Coffee by stevenrhodes
    $27.45Comparison prices are references to regular retail prices of the same or similar items in Artist Shops or at third party retail locations. Savings may vary over time. $20.95
  24. West Virginia Icon
    West Virginia Icon by nathanwpyle1982
    $27.45Comparison prices are references to regular retail prices of the same or similar items in Artist Shops or at third party retail locations. Savings may vary over time. $20.95
  25. Worry Later
    Worry Later by TeoZ
    $27.45Comparison prices are references to regular retail prices of the same or similar items in Artist Shops or at third party retail locations. Savings may vary over time. $20.95
  26. STRANGE PLANET SPECIAL PRODUCT: RECREATIONAL DECEPTION
    STRANGE PLANET SPECIAL PRODUCT: RECREATIONAL DECEPTION by nathanwpyle1982
    $27.45Comparison prices are references to regular retail prices of the same or similar items in Artist Shops or at third party retail locations. Savings may vary over time. $20.95
  27. The Great Retro Wave
    The Great Retro Wave by vincenttrinidad
    $27.45Comparison prices are references to regular retail prices of the same or similar items in Artist Shops or at third party retail locations. Savings may vary over time. $20.95
  28. Black Hole Glitch
    Black Hole Glitch by digitalcarbine
    $27.45Comparison prices are references to regular retail prices of the same or similar items in Artist Shops or at third party retail locations. Savings may vary over time. $20.95
  29. STRANGE PLANET SPECIAL PRODUCT: ELEVATED HANDSLAP
    STRANGE PLANET SPECIAL PRODUCT: ELEVATED HANDSLAP by nathanwpyle1982
    $27.45Comparison prices are references to regular retail prices of the same or similar items in Artist Shops or at third party retail locations. Savings may vary over time. $20.95
  30. Ahhhhh. Time to Relax. (Color Version)
    Ahhhhh. Time to Relax. (Color Version) by HabbyArt
    $27.45Comparison prices are references to regular retail prices of the same or similar items in Artist Shops or at third party retail locations. Savings may vary over time. $20.95
  31. The Horde
    The Horde by aled
    $27.45Comparison prices are references to regular retail prices of the same or similar items in Artist Shops or at third party retail locations. Savings may vary over time. $20.95
  32. Blue Jay
    Blue Jay by ThePaperCrane
    $27.45Comparison prices are references to regular retail prices of the same or similar items in Artist Shops or at third party retail locations. Savings may vary over time. $20.95
  33. HEARTLESS
    HEARTLESS by ounom
    $27.45Comparison prices are references to regular retail prices of the same or similar items in Artist Shops or at third party retail locations. Savings may vary over time. $20.95
  34. Birds Of A Feather
    Birds Of A Feather by arzie13
    $27.45Comparison prices are references to regular retail prices of the same or similar items in Artist Shops or at third party retail locations. Savings may vary over time. $20.95
  35. Meowntains
    Meowntains by kooky love
    $27.45Comparison prices are references to regular retail prices of the same or similar items in Artist Shops or at third party retail locations. Savings may vary over time. $20.95
  36. Vintage Halloween
    Vintage Halloween by camillechew
    $27.45Comparison prices are references to regular retail prices of the same or similar items in Artist Shops or at third party retail locations. Savings may vary over time. $20.95
  37. Freddie Mercury
    Freddie Mercury by Wirdou
    $27.45Comparison prices are references to regular retail prices of the same or similar items in Artist Shops or at third party retail locations. Savings may vary over time. $20.95
  38. Woodpecker's Jenga
    Woodpecker's Jenga by goshwowartwear
    $27.45Comparison prices are references to regular retail prices of the same or similar items in Artist Shops or at third party retail locations. Savings may vary over time. $20.95
  39. USCSS Nostromo Weyland Yutani Logo Alien Spaceship
    USCSS Nostromo Weyland Yutani Logo Alien Spaceship by rocketmantees
    $27.45Comparison prices are references to regular retail prices of the same or similar items in Artist Shops or at third party retail locations. Savings may vary over time. $20.95
  40. Cat cat cat
    Cat cat cat by trabu
    $27.45Comparison prices are references to regular retail prices of the same or similar items in Artist Shops or at third party retail locations. Savings may vary over time. $20.95
  41. Moonlight Sun
    Moonlight Sun by rocketmantees
    $27.45Comparison prices are references to regular retail prices of the same or similar items in Artist Shops or at third party retail locations. Savings may vary over time. $20.95
  42. oeuf
    oeuf by nathanwpyle1982
    $27.45Comparison prices are references to regular retail prices of the same or similar items in Artist Shops or at third party retail locations. Savings may vary over time. $20.95
  43. Cat Lover
    Cat Lover by tobefonseca
    $27.45Comparison prices are references to regular retail prices of the same or similar items in Artist Shops or at third party retail locations. Savings may vary over time. $20.95
  44. headache (white)
    headache (white) by poorlycatdraw
    $27.45Comparison prices are references to regular retail prices of the same or similar items in Artist Shops or at third party retail locations. Savings may vary over time. $20.95
  45. Cat Mornings
    Cat Mornings by obinsun
    $27.45Comparison prices are references to regular retail prices of the same or similar items in Artist Shops or at third party retail locations. Savings may vary over time. $20.95
  46. Sliced Mario Mushroom (Color Version)
    Sliced Mario Mushroom (Color Version) by HabbyArt
    $27.45Comparison prices are references to regular retail prices of the same or similar items in Artist Shops or at third party retail locations. Savings may vary over time. $20.95
  47. Geometric water lily
    Geometric water lily by trabu
    $27.45Comparison prices are references to regular retail prices of the same or similar items in Artist Shops or at third party retail locations. Savings may vary over time. $20.95
  48. Between The Mountains And The Stars
    Between The Mountains And The Stars by ThePaperCrane
    $27.45Comparison prices are references to regular retail prices of the same or similar items in Artist Shops or at third party retail locations. Savings may vary over time. $20.95

Throughout 2022, artists from around the world put their skills to the test in a variety of Design Challenges including Cottagecore, Grow STEM (presented by Intel), Kawaii (presented by Hot Topic), and the officially licensed Care Bears challenge. Support participating artists by rocking their winning designs from Design Challenges such as Halloween, Travel, Dark Academia and more on T-Shirts, Hoodies, and other merch.

* Comparison prices are references to regular retail prices of the same or similar items in Artist Shops or at third party retail locations. Savings may vary over time.